When You’re Promoted to CEO (Recruit Rockstars 415)


After a successful career with Wayfair building its B2B division, Joel Stevenson had a random chance meeting with the team at another Boston-based company, Yesware.
(He points out that their names rhyme, but have little else in common.)
Industry-leading Yesware makes tools to help salespeople build better relationships with their prospects & customers. This all-in-one sales productivity toolkit includes email, phone, video, and meeting scheduling.
He was hooked.
Joel joined Yesware as head of Sales & Marketing. And was later appointed to Chief Executive Officer, succeeding one of its Co-Founders.
He now leads the 100-person team, which he describes as “clever & friendly.” And he’s able to drill into specifically what that means.
Clearly, he’s onto something big.
Yesware has raised over $40M from top investors like Battery Ventures, Foundry Group, Golden Ventures, Ridge Ventures, Shea Ventures, GV, and Techstars.
In this 20-minute conversation, Joel delves into what it’s like to be named CEO and how he’s scaling the team that helps salespeople scale their business.